Paper
RSC Advances
In other words, the HOMO and the LUMO are heavily biased to 12 J. Hardes, H. Ahrens, C. Gebert, A. Streitbuerger, H. Buerger,
the BODIPY units and receive only very minor contributions
from the coordination center. As a consequence, the relevant
excitation is adequately described as a BODIPY-based p / p*
M. Erren, A. Gunsel, C. Wedemeyer, G. Saxler,
W. Winkelmann and G. Gosheger, Biomaterials, 2007, 28,
2869–2875.
transition with signicantly no charge-transfer contributions 13 M. B. Gumpu, S. Sethuraman, U. M. Krishnan and
from the triazole fragments. Therefore, mechanisms like J. B. B. Rayappan, Sens. Actuators, B, 2015, 213, 515–533.
intramolecular charge transfer (ICT) and photoinduced electron 14 S.-j. Yu, Y.-g. Yin and J.-f. Liu, Environ. Sci.: Processes Impacts,
transfer (PET) were ruled out.
2013, 15, 78–92.
15 B. C. Mondal, D. Das and A. K. Das, Anal. Chim. Acta, 2001,
450, 223–230.
16 Y.-T. Li, S.-J. Jiang and A. C. Sahayam, Food Anal. Method.,
2017, 10, 434–441.
17 M. Hosoba, K. Oshita, R. K. Katarina, T. Takayanagi,
M. Oshima and S. Motomizu, Anal. Chim. Acta, 2009, 639,
51–56.
18 X.-B. Zhang, Z.-X. Han, Z.-H. Fang, G.-L. Shen and R.-Q. Yu,
Anal. Chim. Acta, 2006, 562, 210–215.
19 A. Promchat, K. Wongravee, M. Sukwattanasinitt and
T. Praneenararat, Sci. Rep., 2019, 9, 10390.
20 A. Kathiravan, A. Gowri, T. Khamrang, M. D. Kumar,
N. Dhenadhayalan, K.-C. Lin, M. Velusamy and M. Jaccob,
Anal. Chem., 2019, 91, 13244–13250.
Conclusions
We have synthesized a new bifunctional chemosensor BODIPY-
OO that can be used as a “turn-on” uorescent probe for dual
detection of Hg2+ and Ag+ ions. BODIPY-OO can clearly distin-
guish Hg2+ from Ag+ by the use of an EDTA. Modications to
chelating sites of this bis-BODIPY linked-triazole platform can
not only bring more sensing information but also efficient
differentiation of multiple analytes.
Conflicts of interest
There are no conicts to declare.
21 M. Saleem, M. Raq and M. Hanif, J. Fluoresc., 2017, 27, 31–
58.
22 K. P. Carter, A. M. Young and A. E. Palmer, Chem. Rev., 2014,
114, 4564–4601.
23 S. Voutsadaki, G. K. Tsikalas, E. Klontzas, G. E. Froudakis
and H. E. Katerinopoulos, Chem. Commun., 2010, 46, 3292–
3294.
24 L. Jin, M. Xu, H. Jiang, W. Wang and Q. Wang, Anal. Methods,
2018, 10, 4562–4569.
25 K. Bera, A. K. Das, M. Nag and S. Basak, Anal. Chem., 2014,
86, 2740–2746.
Acknowledgements
This work was supported by the Faculty of Science, Mahidol
University and the Center of Excellence for Innovation in
Chemistry (PERCH-CIC), Ministry of Higher Education, Science,
Research and Innovation. WS acknowledges the Science
Achievement Scholarship of Thailand (SAST) for his scholar-
ship. Finally, the authors would like to thank Assoc. Prof. Pan-
ida Surawatanawong and Mr Phiphop Naweephattana for their
helpful advice and supports on DFT calculations.
26 Y. Liu, Z. Li, L. Chen and Z. Xie, Dyes Pigm., 2017, 141, 5–12.
27 G. Ulrich, R. Ziessel and A. Harriman, Angew. Chem., Int. Ed.,
2008, 47, 1184–1201.
Notes and references
28 A. Loudet and K. Burgess, Chem. Rev., 2007, 107, 4891–4932.
1 M. Jaishankar, T. Tseten, N. Anbalagan, B. B. Mathew and 29 K. Velmurugan, A. Raman, S. Easwaramoorthi and
K. N. Beeregowda, Interdiscip. Toxicol., 2014, 7, 60–72. R. Nandhakumar, RSC Adv., 2014, 4, 35284–35289.
2 P. C. Nagajyoti, K. D. Lee and T. V. M. Sreekanth, Environ. 30 H. Liu, Y. Tan, Q. Dai, H. Liang, J. Song, J. Qu and
Chem. Lett., 2010, 8, 199–216. W.-Y. Wong, Dyes Pigm., 2018, 158, 312–318.
3 Z. Xu, S. J. Han, C. Lee, J. Yoon and D. R. Spring, Chem. 31 Q. Lai, Q. Liu, Y. He, K. Zhao, C. Wei, L. Wojtas, X. Shi and
Commun., 2010, 46, 1679–1681.
Z. Song, Org. Biomol. Chem., 2018, 16, 7801–7805.
4 G. Guzzi and C. A. M. La Porta, Toxicology, 2008, 244, 1–12. 32 M. Vedamalai, D. Kedaria, R. Vasita, S. Mori and I. Gupta,
5 O. R. Luca and A. Q. Fenwick, J. Photochem. Photobiol., B,
2015, 152, 26–42.
Dalton Trans., 2016, 45, 2700–2708.
33 J. J. Bryant and U. H. F. Bunz, Chem.–Asian J., 2013, 8, 1354–
6 R. A. Bernho, J. Environ. Health, 2012, 2012, 460508.
1367.
˜
7 K. M. Rice, E. M. Walker, Jr, M. Wu, C. Gillette and 34 M. Zurro and O. G. Mancheno, Chem. Rec., 2017, 17, 485–
E. R. Blough, J. Prev. Med. Public Health, 2014, 47, 74–83. 498.
8 Y. Zhuang, J. S. Thompson, C. J. Zygarlicke and J. H. Pavlish, 35 K. Rajavelu, M. Subaraja and P. Rajakumar, New J. Chem.,
Environ. Sci. Technol., 2004, 38, 5803–5808.
2018, 42, 3282–3292.
9 I. R. Gould, J. R. Lenhard, A. A. Muenter, S. A. Godleski and 36 A. I. Germeroth, J. R. Hanna, R. Karim, F. Kundel, J. Lowther,
S. Farid, J. Am. Chem. Soc., 2000, 122, 11934–11943.
10 W. Shen, J. Tang, Y. Wang, J. Liu, L. Huang, W. Chen,
L. Yang, W. Wang, Y. Wang, R. Yang, J. Yun and
P. G. N. Neate, E. A. Blackburn, M. A. Wear,
D. J. Campopiano and A. N. Hulme, Org. Biomol. Chem.,
2013, 11, 7700–7704.
L. A. Belore, ACS Appl. Mater. Interfaces, 2017, 9, 5358–5365. 37 Y. Ling, Z.-X. Chen, F.-P. Zhai, Y.-M. Zhou, L.-H. Weng and
11 S. Prabhu and E. K. Poulose, Int. Nano Lett., 2012, 2, 32.
D.-Y. Zhao, Chem. Commun., 2011, 47, 7197–7199.
© 2021 The Author(s). Published by the Royal Society of Chemistry
RSC Adv., 2021, 11, 3703–3712 | 3711